| 34. Round | 28/02/2009 | Millwall FC | - | Oldham Athletic | 2:3 | ||||
| 35. Round | 02/03/2009 | Oldham Athletic | - | Leeds United | 1:1 | ||||
| 36. Round | 07/03/2009 | Oldham Athletic | - | Colchester United | 0:1 | ||||
| 38. Round | 14/03/2009 | Milton Keynes Dons | - | Oldham Athletic | 6:2 | ||||
| 39. Round | 21/03/2009 | Oldham Athletic | - | Tranmere Rovers | 0:2 | ||||
| 37. Round | 24/03/2009 | Cheltenham Town | - | Oldham Athletic | 1:1 | ||||
| 42. Round | 10/04/2009 | Carlisle United | - | Oldham Athletic | 1:1 | ||||
| 43. Round | 13/04/2009 | Oldham Athletic | - | Crewe Alexandra | 1:1 |
England